Aluminium lithium hydride → 2-(6-Aminopyridin-3-yl)ethan-1-ol

HRID 2077780Notes

Reaction equation

HRID 2077780 reaction equation
[N+:1]([C:4]1[N:9]=[CH:8][C:7]([CH2:10][C:11](OCC)=[O:12])=[CH:6][CH:5]=1)([O-])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[NH2:1][C:4]1[N:9]=[CH:8][C:7]([CH2:10][CH2:11][OH:12])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21300451Ethyl 2-(6-nitropyridin-3-yl)acetate

Product 1

HCID 218763492-(6-Aminopyridin-3-yl)ethan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl (6-nitro-3-pyridinyl)acetate (468 mg, 2.60 mmol) in tetrahydrofuran was added LiAlH4 and stirred for 2 h at room temperature. The reaction was quenched with saturated 25% NH3 aqueous solution and the precipitate was removed. The filtrate was concentrated to give a title compound as yellow oil.

Workup

  1. customThe reaction was quenched with saturated 25% NH3 aqueous solution
  2. customthe precipitate was removed
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-87da96822bbf42c9b4e6ea6239dea6e5
Source dataset
uspto-grants-2011_04
Patent number
US07928119B2

Reaction notes

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